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    Ioflupane

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: Ioflupane i 123, Ioflupane (123i), 123i-ioflupane, Datscan, 123i-fp-cit, Ioflupane i(123)
    Molecular Formula
    C18H23FINO2
    Molecular Weight
    427.3  g/mol
    InChI Key
    HXWLAJVUJSVENX-HFIFKADTSA-N
    FDA UNII
    3MM99T8R5Q
    Ioflupane (I-123) is a radiopharmaceutical used to image dopamine neurons and diagnose Parkinsonian syndromes.
    Ioflupane i-123 is a Radioactive Diagnostic Agent. The mechanism of action of ioflupane i-123 is as a Radiopharmaceutical Activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    methyl (1R,2S,3S,5S)-8-(3-fluoropropyl)-3-(4-(123I)iodanylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C18H23FINO2/c1-23-18(22)17-15(12-3-5-13(20)6-4-12)11-14-7-8-16(17)21(14)10-2-9-19/h3-6,14-17H,2,7-11H2,1H3/t14-,15+,16+,17-/m0/s1/i20-4
    2.1.3 InChI Key
    HXWLAJVUJSVENX-HFIFKADTSA-N
    2.1.4 Canonical SMILES
    COC(=O)C1C2CCC(N2CCCF)CC1C3=CC=C(C=C3)I
    2.1.5 Isomeric SMILES
    COC(=O)[C@@H]1[C@H]2CC[C@H](N2CCCF)C[C@@H]1C3=CC=C(C=C3)[123I]
    2.2 Other Identifiers
    2.2.1 UNII
    3MM99T8R5Q
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (18f)fp-cit

    2. (o-methyl-11c)beta-cit-fp

    3. 123i-fp-cit

    4. 2-carbomethoxy-8-(3-fluoropropyl)-3-(4-iodophenyl)tropane

    5. Beta-cit-fp

    6. Fluoropropylcarbomethoxyiodophenylnortropane

    7. Fp-cit

    8. Fpcit

    9. I(123)-n-fluoropropyl-2-beta-carbomethoxy-3-(4-iodophenyl)nortropane

    10. I(123)-n-omega-fluoropropyl-2-beta-carbomethoxy-3-beta(4-iodophenyl)nortropane

    11. N-omega-fluoropropyl-2beta-carbomethoxy-3beta-(4-iodophenyl)tropane

    12. (1r,2s,3s,5s)-8-(3-fluoropropyl)-3-(4-iodophenyl)-8-azabicyclo(3,2,1)octane-2-carboxylic Acid Methyl Ester

    13. 123i-ioflupane

    14. Ioflupane

    15. Rti 313

    16. Rti-313

    2.3.2 Depositor-Supplied Synonyms

    1. Ioflupane I 123

    2. Ioflupane (123i)

    3. 123i-ioflupane

    4. Datscan

    5. 123i-fp-cit

    6. Ioflupane I(123)

    7. V09ab03

    8. Ioflupane ((123)i)

    9. Ioflupane

    10. V-09ab03

    11. (123i)fp-cit

    12. 155798-07-5

    13. Ioflupane (123l)

    14. Ioflupane, I-123

    15. Fp-cit I-123

    16. Ioflupane (sup 123)i

    17. Iodine Ioflupane (123i)

    18. Ioflupane (123i) [inn]

    19. 3mm99t8r5q

    20. Ioflupane I 123 [usan]

    21. Methyl (1r,2s,3s,5s)-8-(3-fluoropropyl)-3-[4-((123)i)iodophenyl]-8-azabicyclo[3.2.1]octane-2-carboxylate

    22. Methyl 8-(3-fluoropropyl)-3beta-(p-iodo-i(sup 123)-phenyl)-1alphah, 5alphah-nortropane-2beta-carboxylate

    23. 123i-beta-cit-fp)

    24. Unii-3mm99t8r5q

    25. Ioflupane I-123 And Iodine

    26. V 09ab03

    27. Ioflupane I 123 [usan:inn:ban]

    28. Ioflupano (123i)

    29. Ioflupanum (123i)

    30. Ioflupane ((sup 123)i)

    31. Gtpl7653

    32. Chembl3989517

    33. Schembl16472968

    34. Chebi:68855

    35. Dtxsid90935291

    36. Ioflupane I 123 [mi]

    37. Ioflupane I-123 [vandf]

    38. Ioflupane (123i) [who-dd]

    39. Db08824

    40. Ioflupane (123l) [ema Epar]

    41. Ioflupane I-123 [orange Book]

    42. Methyl (1s,3s,4s,5r)-8-(3-fluoropropyl)-3-(4-iodanylphenyl)-8-azabicyclo[3.2.1]octane-4-carboxylate

    43. Ioflupane (sup 123)i [ema Epar]

    44. Q3801359

    45. 8-azabicyclo(3.2.1)octane-2-carboxylic Acid, 8-(3-fluoropropyl)-3-(4-(iodo-(sup 123)i)phenyl)-, Methyl Ester, (1r,2s,3s,5s)-

    46. Methyl (1r,2s,3s,5s)-8-(3-fluoropropyl)-3-(4-(123i)iodanylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate

    47. Methyl 8-(3-fluoropropyl)-3.beta.-(p-iodo-(sup 123)i-phenyl)-1.alpha.h,5.alpha.h-nortropane-2.beta.-carboxylate

    48. Methyl 8-(3-fluoropropyl)-3beta-(p-iodo-(sup 123)i-phenyl)-1alphah,5alphah-nortropane-2beta-carboxylate

    2.4 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 427.3 g/mol
    Molecular Formula C18H23FINO2
    XLogP34
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass427.07687 g/mol
    Monoisotopic Mass427.07687 g/mol
    Topological Polar Surface Area29.5 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity414
    Isotope Atom Count1
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Ioflupane I-123 is a SPECT (single photon emission computerized tomography) agent used to distinguish between Parkinsons syndrome tremors and essential tremor.

    FDA Label

    This medicinal product is for diagnostic use only.

    Striascan is indicated for detecting loss of functional dopaminergic neuron terminals in the striatum:

    - In adult patients with clinically uncertain parkinsonian syndromes, for example those with early symptoms, in order to help differentiate essential tremor from parkinsonian syndromes related to idiopathic Parkinsons disease, multiple system atrophy and progressive supranuclear palsy. Striascan is unable to discriminate between Parkinson's disease, multiple system atrophy and progressive supranuclear palsy.

    - In adult patients, to help differentiate probable dementia with Lewy bodies from Alzheimers disease. Striascan is unable to discriminate between dementia with Lewy bodies and Parkinsons disease dementia.

    This medicinal product is for diagnostic use only.

    DaTSCAN is indicated for detecting loss of functional dopaminergic neuron terminals in the striatum:

    - In adult patients with clinically uncertain Parkinsonian syndromes, for example those with early symptoms, in order to help differentiate essential tremor from Parkinsonian syndromes related to idiopathic Parkinsons disease, multiple system atrophy and progressive supranuclear palsy. DaTSCAN is unable to discriminate between Parkinson's disease, multiple system atrophy and progressive supranuclear palsy.

    - In adult patients, to help differentiate probable dementia with Lewy bodies from Alzheimers disease. DaTSCAN is unable to discriminate between dementia with Lewy bodies and Parkinsons disease dementia.

    This medicinal product is for diagnostic use only.

    Celsunax is indicated for detecting loss of functional dopaminergic neuron terminals in the striatum:

    - In adult patients with clinically uncertain parkinsonian syndromes, for example those with early symptoms, in order to help differentiate essential tremor from parkinsonian syndromes related to idiopathic Parkinsons disease, multiple system atrophy and progressive supranuclear palsy. Celsunax is unable to discriminate between Parkinson's disease, multiple system atrophy and progressive supranuclear palsy.

    - In adult patients, to help differentiate probable dementia with Lewy bodies from Alzheimers disease. Celsunax is unable to discriminate between dementia with Lewy bodies and Parkinsons disease dementia.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    iodine-123 labeled ioflupanebinds selectively to striatal presynaptic dopamine neurons by binding reversibly to presynaptic dopamine transporters.

    5.2 MeSH Pharmacological Classification

    Diagnostic Uses of Chemicals

    Chemicals administered to patients in order to diagnose or study the pathology of medical conditions, diseases, or syndromes. (See all compounds classified as Diagnostic Uses of Chemicals.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    IOFLUPANE I-123
    5.3.2 FDA UNII
    3MM99T8R5Q
    5.3.3 Pharmacological Classes
    Radiopharmaceutical Activity [MoA]; Radioactive Diagnostic Agent [EPC]
    5.4 ATC Code

    V09AB03

    V09AB03

    V09AB03

    V - Various

    V09 - Diagnostic radiopharmaceuticals

    V09A - Central nervous system

    V09AB - Iodine (123i) compounds

    V09AB03 - Iodine ioflupane (123I)

    5.5 Absorption, Distribution and Excretion

    Absorption

    Absorption is 100% because administered I.V.

    Route of Elimination

    About 60% is excreted in the urine and 14% in the feces after 48 hours.

    Volume of Distribution

    Compared to the entire brain, about 30% of radioactivity is taken up by the striatum.

    5.6 Biological Half-Life

    Half life is 13.2 hours.

    5.7 Mechanism of Action

    Iodine-123 labeled ioflupane binds to presynaptic dopamine transporters. When Iodine-123 decays, a gammay ray is emmitted and detected through SPECT.